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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 620584Generated: October 27, 2026

1-Naphthalenecarbonyl chloride → 1,3-Dihydro-3(RS)-(1-naphthoylamino)-5-phenyl-2H-1,4-benzodiazepin-2-one

https://huagongshe.com/reaction/620584

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Naphthalenecarbonyl chlorideHCID 70146—
Reactant3-Amino-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-oneHCID 4259649—
Product1,3-Dihydro-3(RS)-(1-naphthoylamino)-5-phenyl-2H-1,4-benzodiazepin-2-oneHCID 14208215—

Reaction Steps

The procedure of Example 134 was carried out using 3(RS)-amino-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one (39.2 mg, 0.156 mmole) in place of 1,3-dihydro-3(RS)-amino-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-one and 1-naphthoyl chloride (29.7 mg, 0.156 mmole) in place of p-trifluoromethylbenzoyl chloride. The product was chromatographed on silica gel (15% (v/v) Et2O in CH2Cl2 elution). The combined product fractions were evaporated to dryness in vacuo and crystallized from Et2O to give the title compound which was dried in vacuo at 65° C.: (m.p. 162°-167° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04820834
Source datasetuspto-grants-1989_04
ORD IDord-88ac715f32394c0baa6417acb65a6585
Source noteuspto-grants-1989_04